2-{2-[tris(4-methoxyphenyl)methoxy]ethyl}isoindol-1,3-dione | 1093253-91-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2-{2-[tris(4-methoxyphenyl)methoxy]ethyl}isoindol-1,3-dione
• 英文别名: 2-[2-[Tris(4-methoxyphenyl)methoxy]ethyl]isoindole-1,3-dione
• CAS: 1093253-91-8
• 化学式: C₃₂H₂₉NO₆
• 分子量: 523.585
• InChiKey: LYAWVAHZEVXUJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-{2-[tris(4-methoxyphenyl)methoxy]ethyl}isoindol-1,3-dione 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以70%的产率得到2-[tris(4-methoxyphenyl)methoxy]ethylamine
  参考文献：
  名称：

  Synthesis and biological evaluation of aminomethylphenol derivatives as inhibitors of the murine GABA transporters mGAT1–mGAT4

  摘要：

  A series of N-substituted aminomethylphenol derivatives was synthesized by reductive amination. To study the inhibitory potency of the target compounds at the murine GABA transporters (mGAT1-mGAT4), a [H-3]GABA uptake test system in a 96-well format based on HEK cells stably expressing mGAT1-mGAT4 was established and validated. Inhibitory potencies at mGAT1-mGAT4 in the micromolar range and a slight subtype selectivity for mGAT3 were observed for the synthesized aminomethylphenol derivatives. Among the compounds investigated 5-n-dodecylaminomethyl-2-methoxyphenol (21) was found to be most potent with an IC50 value at mGAT3 of about 3 mu M. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.01.005
• 作为产物：
  描述：

  N-羟乙基酞酰亚胺 、 4,4’,4’-三甲氧基苯基甲醇 在 硫酸 作用下， 以 甲苯 为溶剂， 反应 3.08h， 以76%的产率得到2-{2-[tris(4-methoxyphenyl)methoxy]ethyl}isoindol-1,3-dione
  参考文献：
  名称：

  Synthesis and biological evaluation of aminomethylphenol derivatives as inhibitors of the murine GABA transporters mGAT1–mGAT4

  摘要：

  A series of N-substituted aminomethylphenol derivatives was synthesized by reductive amination. To study the inhibitory potency of the target compounds at the murine GABA transporters (mGAT1-mGAT4), a [H-3]GABA uptake test system in a 96-well format based on HEK cells stably expressing mGAT1-mGAT4 was established and validated. Inhibitory potencies at mGAT1-mGAT4 in the micromolar range and a slight subtype selectivity for mGAT3 were observed for the synthesized aminomethylphenol derivatives. Among the compounds investigated 5-n-dodecylaminomethyl-2-methoxyphenol (21) was found to be most potent with an IC50 value at mGAT3 of about 3 mu M. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.01.005

文献信息

• Synthesis and biological evaluation of aminomethylphenol derivatives as inhibitors of the murine GABA transporters mGAT1–mGAT4
  作者：Andrea Kragler、Georg Höfner、Klaus T. Wanner

  DOI：10.1016/j.ejmech.2008.01.005

  日期：2008.11

  A series of N-substituted aminomethylphenol derivatives was synthesized by reductive amination. To study the inhibitory potency of the target compounds at the murine GABA transporters (mGAT1-mGAT4), a [H-3]GABA uptake test system in a 96-well format based on HEK cells stably expressing mGAT1-mGAT4 was established and validated. Inhibitory potencies at mGAT1-mGAT4 in the micromolar range and a slight subtype selectivity for mGAT3 were observed for the synthesized aminomethylphenol derivatives. Among the compounds investigated 5-n-dodecylaminomethyl-2-methoxyphenol (21) was found to be most potent with an IC50 value at mGAT3 of about 3 mu M. (C) 2008 Elsevier Masson SAS. All rights reserved.